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CYC-Online 325 MARCH 2026
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Remembering Jesse Jackson: A Leadership Lesson

James Freeman

On February 17, 2026, American civil rights leader Jesse Jackson passed away at 84 years old. For more than six decades, he committed his life to human rights and the ongoing struggle for dignity and opportunity. His work spanned social justice efforts, international diplomacy, and a lifetime of public advocacy.

I was 14 when he delivered his address to the Democratic National Convention in San Francisco. It was the year the Macintosh computer was released. I had my first Bruce Springsteen CD. Prince released Purple Rain and top movies were Ghostbusters and Karate Kid. The Night Stalker dominated the news and the Summer Olympics were in Los Angeles.

As a teen I was more tuned into movies, music, and delivering newspapers on my bike in the afternoon. But even then, I was aware of Jesse Jackson as an influential Black leader. I remember he seemed like someone who carried conviction and a sense of purpose that reached far beyond a person or position.

On July 18 of that year, near the end of his convention address, Jackson began naming the lessons he had learned through the hard‑fought campaign. One line in particular stands out:

Leaders must be tough enough to fight, tender enough to cry, human enough to make mistakes, humble enough to admit them, strong enough to absorb the pain, and resilient enough to bounce back and keep on moving.

There’s a deep connection between what he described as leadership and what our world still needs today in our own organizations and communities. I’m not suggesting this was his original meaning, only that his words speak to the kind of leadership our work still calls for.

“Tough enough to fight”

Leadership requires the courage to advocate for what’s right, even when it’s uncomfortable or unpopular. It’s about protecting people and interrupting harmful patterns before they take root. It’s the willingness to speak up and take responsibility for the wellbeing of the team and the community you serve.

“Tender enough to cry”

Tenderness is a part of what makes us human. Leaders who can feel, express emotion, and stay connected to their own humanity create space for others to do the same. This is the heart of trauma‑informed practice: Permission to feel without shame and the understanding that vulnerability can strengthen trust rather than weaken it.

“Human enough to make mistakes, humble enough to admit them”

Every leader makes mistakes. What matters is how we respond to them. Humility allows us to acknowledge ruptures in relationships and repair them when needed.

“Strong enough to absorb the pain”

Leadership often means holding the emotional overflow of a team, whether that’s frustration, fear, grief, or uncertainty. We don’t have to carry it, but we do have to stay grounded enough not to pass it back to others. It requires support structures, reflective practice, and the ability to respond to pressure in ways that keep the environment safe and steady.

“Resilient enough to bounce back and keep on moving”

Resilience in leadership is the capacity to return to presence after a rupture or a hard moment. It’s the ability to re‑center and regain clarity after a challenging moment. To have a presence without becoming reactive or withdrawn, holding energy for our teams.

Jackson’s reflection was lived experience distilled into a singular thought. Decades later, his words read like a blueprint for leading and caring with a relational approach. If we can embody even a fraction of that in our daily work, we will strengthen the spaces we lead and the communities we care about and perhaps carry forward a piece of the legacy Jesse Jackson spent his life building.

Reference

Jackson, J. (1984). Address to the Democratic National Convention. Democratic National Convention, San Francisco, CA. Retrieved from https://www.americanrhetoric.com/speeches/jessejackson1984dnc.htm 

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